NPASS drugs

Drug Information

Drug ID:	NPD1422
Drug Name:	Practolol
Molecular Formula:	C14H22N2O3
Canonical SMILES:	OC(COc1ccc(cc1)N=C(O)C)CNC(C)C
Standard InCHI:	InChI=1S/C14H22N2O3/c1-10(2)15-8-13(18)9-19-14-6-4-12(5-7-14)16-11(3)17/h4-7,10,13,15,18H,8-9H2,1-3H3,(H,16,17)
Standard InCHIKey:	DURULFYMVIFBIR-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD1422

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules. Tc lies between [0, 1] where '1' indicates the highest similarity. What is Tanimoto coefficient
Tanimoto coefficient is calculated based on PubChem 881-bit substructure fingerprints.

Range	Similarity Score Range
0-0.1	142
0.1-0.2	2399
0.2-0.3	9471
0.3-0.4	4072
0.4-0.5	11256
0.5-0.6	3239
0.6-0.7	289
0.7-0.8	21
0.8-0.85	1
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similar Natural Products

High Similarity Level: Tc>=0.85; Intermediate Similarity Level: 0.7 <= Tc < 0.85; Remote Similarity Level: 0.65 <= Tc < 0.7

Similarity Level	Similarity Score	Natural Product ID
Intermediate Similarity	0.8077	NPC264782
Intermediate Similarity	0.7826	NPC315632
Intermediate Similarity	0.7762	NPC247018
Intermediate Similarity	0.7762	NPC97870
Intermediate Similarity	0.7762	NPC307123
Intermediate Similarity	0.7622	NPC473987
Intermediate Similarity	0.7589	NPC141739
Intermediate Similarity	0.7589	NPC136112
Intermediate Similarity	0.7589	NPC320242
Intermediate Similarity	0.75	NPC473769
Intermediate Similarity	0.7342	NPC112766
Intermediate Similarity	0.7233	NPC315257
Intermediate Similarity	0.7218	NPC76327
Intermediate Similarity	0.7188	NPC70549
Intermediate Similarity	0.7185	NPC226914
Intermediate Similarity	0.7114	NPC297584
Intermediate Similarity	0.7099	NPC19023
Intermediate Similarity	0.7047	NPC208022
Intermediate Similarity	0.7039	NPC318591
Intermediate Similarity	0.7039	NPC231163
Intermediate Similarity	0.7032	NPC260601
Intermediate Similarity	0.7013	NPC204546
Remote Similarity	0.6987	NPC473874
Remote Similarity	0.6933	NPC274732
Remote Similarity	0.6923	NPC214368
Remote Similarity	0.6903	NPC476462
Remote Similarity	0.6861	NPC255721
Remote Similarity	0.6839	NPC212850
Remote Similarity	0.6839	NPC189724
Remote Similarity	0.6839	NPC83289
Remote Similarity	0.6812	NPC9336
Remote Similarity	0.6796	NPC314948
Remote Similarity	0.6767	NPC70201
Remote Similarity	0.6742	NPC313918
Remote Similarity	0.6733	NPC471321
Remote Similarity	0.6733	NPC471306
Remote Similarity	0.6727	NPC160931
Remote Similarity	0.6727	NPC37205
Remote Similarity	0.671	NPC476475
Remote Similarity	0.6706	NPC310894
Remote Similarity	0.6703	NPC478049
Remote Similarity	0.6691	NPC95977
Remote Similarity	0.6687	NPC245974
Remote Similarity	0.6686	NPC290069
Remote Similarity	0.6686	NPC469831
Remote Similarity	0.6667	NPC70172
Remote Similarity	0.6667	NPC473460
Remote Similarity	0.6667	NPC26524
Remote Similarity	0.6667	NPC91615
Remote Similarity	0.6667	NPC247298
Remote Similarity	0.6647	NPC220560
Remote Similarity	0.6647	NPC57105
Remote Similarity	0.6646	NPC168750
Remote Similarity	0.6645	NPC313466
Remote Similarity	0.6642	NPC41594
Remote Similarity	0.6624	NPC314113
Remote Similarity	0.6607	NPC292143
Remote Similarity	0.6607	NPC139506
Remote Similarity	0.6606	NPC10875
Remote Similarity	0.6606	NPC10730
Remote Similarity	0.6606	NPC233926
Remote Similarity	0.6601	NPC471953
Remote Similarity	0.6587	NPC231862
Remote Similarity	0.6575	NPC53596
Remote Similarity	0.6575	NPC160120
Remote Similarity	0.6575	NPC17388
Remote Similarity	0.6575	NPC289330
Remote Similarity	0.6575	NPC263835
Remote Similarity	0.6575	NPC471308
Remote Similarity	0.6538	NPC318429
Remote Similarity	0.6524	NPC47672
Remote Similarity	0.6524	NPC311357
Remote Similarity	0.6514	NPC316161
Remote Similarity	0.651	NPC328267
Remote Similarity	0.6507	NPC256369
Remote Similarity	0.6461	NPC469829
Remote Similarity	0.6456	NPC36434
Remote Similarity	0.645	NPC315498
Remote Similarity	0.645	NPC72291
Remote Similarity	0.645	NPC230942
Remote Similarity	0.6444	NPC469830
Remote Similarity	0.6443	NPC471314
Remote Similarity	0.6443	NPC471315
Remote Similarity	0.6433	NPC314861
Remote Similarity	0.6429	NPC255550
Remote Similarity	0.6429	NPC308885
Remote Similarity	0.6424	NPC219383
Remote Similarity	0.6423	NPC311660
Remote Similarity	0.6415	NPC298821
Remote Similarity	0.64	NPC217277
Remote Similarity	0.6392	NPC253429
Remote Similarity	0.6392	NPC469828
Remote Similarity	0.6391	NPC306366
Remote Similarity	0.6387	NPC470392
Remote Similarity	0.6387	NPC130595
Remote Similarity	0.6387	NPC93882
Remote Similarity	0.6387	NPC208757
Remote Similarity	0.6377	NPC256838
Remote Similarity	0.6375	NPC123761
Remote Similarity	0.637	NPC323948
Remote Similarity	0.6369	NPC122542
Remote Similarity	0.6368	NPC473422
Remote Similarity	0.6359	NPC307963
Remote Similarity	0.6358	NPC62101
Remote Similarity	0.6358	NPC294249
Remote Similarity	0.6358	NPC95733
Remote Similarity	0.6348	NPC161887
Remote Similarity	0.6348	NPC219963
Remote Similarity	0.6346	NPC313737
Remote Similarity	0.6346	NPC285078
Remote Similarity	0.6346	NPC6854
Remote Similarity	0.6345	NPC222982
Remote Similarity	0.6333	NPC298486
Remote Similarity	0.6319	NPC322735
Remote Similarity	0.6312	NPC146530
Remote Similarity	0.6312	NPC97811
Remote Similarity	0.631	NPC2295
Remote Similarity	0.631	NPC477564
Remote Similarity	0.631	NPC156311
Remote Similarity	0.6306	NPC218530
Remote Similarity	0.6303	NPC76412
Remote Similarity	0.6301	NPC258992
Remote Similarity	0.6296	NPC78530
Remote Similarity	0.6294	NPC288349
Remote Similarity	0.6291	NPC211218
Remote Similarity	0.629	NPC251090
Remote Similarity	0.6287	NPC277669
Remote Similarity	0.6287	NPC76213
Remote Similarity	0.6279	NPC204179
Remote Similarity	0.6279	NPC254700
Remote Similarity	0.6276	NPC329190
Remote Similarity	0.6276	NPC471080
Remote Similarity	0.6276	NPC469592
Remote Similarity	0.6267	NPC211992
Remote Similarity	0.6266	NPC209195
Remote Similarity	0.6266	NPC13826
Remote Similarity	0.6265	NPC207824
Remote Similarity	0.6265	NPC60538
Remote Similarity	0.6258	NPC136951
Remote Similarity	0.6258	NPC161155
Remote Similarity	0.6258	NPC97004
Remote Similarity	0.6257	NPC177404
Remote Similarity	0.625	NPC47986
Remote Similarity	0.625	NPC203424
Remote Similarity	0.625	NPC206372
Remote Similarity	0.6243	NPC127362
Remote Similarity	0.6243	NPC124433
Remote Similarity	0.6243	NPC293871
Remote Similarity	0.6242	NPC160692
Remote Similarity	0.6242	NPC41801
Remote Similarity	0.6241	NPC186469
Remote Similarity	0.6241	NPC44836
Remote Similarity	0.6237	NPC471561
Remote Similarity	0.6237	NPC477160
Remote Similarity	0.6234	NPC101372
Remote Similarity	0.6233	NPC303370
Remote Similarity	0.6233	NPC10286
Remote Similarity	0.6233	NPC101139
Remote Similarity	0.6233	NPC213
Remote Similarity	0.623	NPC217294
Remote Similarity	0.6229	NPC85482
Remote Similarity	0.6229	NPC258773
Remote Similarity	0.622	NPC97282
Remote Similarity	0.622	NPC9373
Remote Similarity	0.6218	NPC326599
Remote Similarity	0.6218	NPC329595
Remote Similarity	0.6215	NPC168153
Remote Similarity	0.6214	NPC42383
Remote Similarity	0.6211	NPC168861
Remote Similarity	0.6209	NPC29477
Remote Similarity	0.6203	NPC274441
Remote Similarity	0.62	NPC83279
Remote Similarity	0.6199	NPC285635
Remote Similarity	0.6196	NPC474059
Remote Similarity	0.6196	NPC470404
Remote Similarity	0.6196	NPC76748
Remote Similarity	0.6196	NPC470394
Remote Similarity	0.6196	NPC470403
Remote Similarity	0.6188	NPC160607
Remote Similarity	0.6188	NPC312770
Remote Similarity	0.6188	NPC204848
Remote Similarity	0.6188	NPC14600
Remote Similarity	0.6188	NPC41473
Remote Similarity	0.6183	NPC226202
Remote Similarity	0.6183	NPC279401
Remote Similarity	0.6183	NPC79293
Remote Similarity	0.6182	NPC132771
Remote Similarity	0.6181	NPC21890
Remote Similarity	0.6181	NPC166837
Remote Similarity	0.6173	NPC195814
Remote Similarity	0.6171	NPC471568
Remote Similarity	0.6171	NPC473693
Remote Similarity	0.6167	NPC266551
Remote Similarity	0.6167	NPC118776
Remote Similarity	0.6167	NPC270301
Remote Similarity	0.6164	NPC237227
Remote Similarity	0.6164	NPC470471
Remote Similarity	0.6162	NPC92111
Remote Similarity	0.6154	NPC473007
Remote Similarity	0.6154	NPC20249

Drug Structure

NPD1422 OpenBabel08211700192D 22 22 0 0 1 0 0 0 0 0999 V2000 -3.4641 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -1.0000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 0.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 3.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 4.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 0.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 5.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -2.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 10 1 0 0 0 0 2 10 1 0 0 0 0 3 11 1 0 0 0 0 4 6 1 0 0 0 0 4 12 2 0 0 0 0 5 7 2 0 0 0 0 5 12 1 0 0 0 0 6 14 2 0 0 0 0 7 14 1 0 0 0 0 8 13 1 0 0 0 0 8 15 1 0 0 0 0 9 13 1 0 0 0 0 9 19 1 0 0 0 0 10 15 1 0 0 0 0 11 16 2 3 0 0 0 11 17 1 0 0 0 0 12 16 1 0 0 0 0 13 18 1 0 0 0 0 14 19 1 0 0 0 0 15 20 1 0 0 0 0 17 21 1 0 0 0 0 18 22 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000940
DrugBank	DB01297
ChEMBL	CHEMBL6995
IUPHAR/BPS	555
PharmaGKB	PA164752820
KEGG Drug	D05587
PubChem CID	4883
ChEBI	258351
CAS Number	6673-35-4

Drug Properties

Molecular Weight	266.16
ALogP	-1.0815
MLogP	2.45
XLogP	2.01
HDA	4
HBD	3
Rotatable Bonds	12
TPSA	74.08
RO5 Violation	0